fix claude-code discuss question fallback

src/resources/extensions/gsd/auto-prompts.ts

@@ -997,7 +997,7 @@ export async function buildDiscussMilestonePrompt(mid: string, midTitle: string,
     milestoneId: mid,
     milestoneTitle: midTitle,
     inlinedTemplates: discussTemplates,
-    structuredQuestionsAvailable: "true",
+    structuredQuestionsAvailable: "false",
     commitInstruction: "Do not commit planning artifacts — .gsd/ is managed externally.",
     fastPathInstruction: "",
   });

src/resources/extensions/gsd/guided-flow.ts

@@ -48,6 +48,7 @@ import { DISCUSS_TOOLS_ALLOWLIST } from "./constants.js";
 import {
   getWorkflowTransportSupportError,
   getRequiredWorkflowToolsForGuidedUnit,
+  supportsStructuredQuestions,
 } from "./workflow-mcp.js";
 import {
   runPreparation,
@@ -367,6 +368,20 @@ async function dispatchWorkflow(
   }
 }
 
+function getStructuredQuestionsAvailability(
+  pi: ExtensionAPI,
+  ctx: ExtensionContext | undefined,
+): "true" | "false" {
+  if (!ctx) return "false";
+
+  const provider = ctx.model?.provider;
+  const authMode = provider ? ctx.modelRegistry.getProviderAuthMode(provider) : undefined;
+  return supportsStructuredQuestions(pi.getActiveTools(), {
+    authMode,
+    baseUrl: ctx.model?.baseUrl,
+  }) ? "true" : "false";
+}
+
 /**
  * Resolve a model ID string to a model object from available models.
  * Handles "provider/model" and bare ID formats.
@@ -739,7 +754,7 @@ export async function showDiscuss(
 
     if (choice === "discuss_draft") {
       const discussMilestoneTemplates = inlineTemplate("context", "Context");
-      const structuredQuestionsAvailable = pi.getActiveTools().includes("ask_user_questions") ? "true" : "false";
+      const structuredQuestionsAvailable = getStructuredQuestionsAvailability(pi, ctx);
       const basePrompt = loadPrompt("guided-discuss-milestone", {
         milestoneId: mid, milestoneTitle, inlinedTemplates: discussMilestoneTemplates, structuredQuestionsAvailable,
         commitInstruction: buildDocsCommitInstruction(`docs(${mid}): milestone context from discuss`),
@@ -752,7 +767,7 @@ export async function showDiscuss(
       await dispatchWorkflow(pi, seed, "gsd-discuss", ctx, "discuss-milestone");
     } else if (choice === "discuss_fresh") {
       const discussMilestoneTemplates = inlineTemplate("context", "Context");
-      const structuredQuestionsAvailable = pi.getActiveTools().includes("ask_user_questions") ? "true" : "false";
+      const structuredQuestionsAvailable = getStructuredQuestionsAvailability(pi, ctx);
       pendingAutoStartMap.set(basePath, { ctx, pi, basePath, milestoneId: mid, step: false, createdAt: Date.now() });
       await dispatchWorkflow(pi, loadPrompt("guided-discuss-milestone", {
         milestoneId: mid, milestoneTitle, inlinedTemplates: discussMilestoneTemplates, structuredQuestionsAvailable,
@@ -910,7 +925,7 @@ export async function showDiscuss(
       if (confirm !== "rediscuss") continue;
     }
 
-    const sqAvail = pi.getActiveTools().includes("ask_user_questions") ? "true" : "false";
+    const sqAvail = getStructuredQuestionsAvailability(pi, ctx);
     const prompt = await buildDiscussSlicePrompt(mid, chosen.id, chosen.title, basePath, { rediscuss: isRediscuss, structuredQuestionsAvailable: sqAvail });
     await dispatchWorkflow(pi, prompt, "gsd-discuss", ctx, "discuss-slice");
 
@@ -1020,7 +1035,7 @@ async function dispatchDiscussForMilestone(
       ].join("\n")
     : "";
   const discussMilestoneTemplates = inlineTemplate("context", "Context");
-  const structuredQuestionsAvailable = pi.getActiveTools().includes("ask_user_questions") ? "true" : "false";
+  const structuredQuestionsAvailable = getStructuredQuestionsAvailability(pi, ctx);
   const basePrompt = loadPrompt("guided-discuss-milestone", {
     milestoneId: mid,
     milestoneTitle,
@@ -1461,7 +1476,7 @@ export async function showSmartEntry(
 
     if (choice === "discuss_draft") {
       const discussMilestoneTemplates = inlineTemplate("context", "Context");
-      const structuredQuestionsAvailable = pi.getActiveTools().includes("ask_user_questions") ? "true" : "false";
+      const structuredQuestionsAvailable = getStructuredQuestionsAvailability(pi, ctx);
       const basePrompt = loadPrompt("guided-discuss-milestone", {
         milestoneId, milestoneTitle, inlinedTemplates: discussMilestoneTemplates, structuredQuestionsAvailable,
         commitInstruction: buildDocsCommitInstruction(`docs(${milestoneId}): milestone context from discuss`),
@@ -1474,7 +1489,7 @@ export async function showSmartEntry(
       await dispatchWorkflow(pi, seed, "gsd-discuss", ctx, "discuss-milestone");
     } else if (choice === "discuss_fresh") {
       const discussMilestoneTemplates = inlineTemplate("context", "Context");
-      const structuredQuestionsAvailable = pi.getActiveTools().includes("ask_user_questions") ? "true" : "false";
+      const structuredQuestionsAvailable = getStructuredQuestionsAvailability(pi, ctx);
       pendingAutoStartMap.set(basePath, { ctx, pi, basePath, milestoneId, step: stepMode, createdAt: Date.now() });
       await dispatchWorkflow(pi, loadPrompt("guided-discuss-milestone", {
         milestoneId, milestoneTitle, inlinedTemplates: discussMilestoneTemplates, structuredQuestionsAvailable,
@@ -1572,7 +1587,7 @@ export async function showSmartEntry(
         }), "gsd-run", ctx, "plan-milestone");
       } else if (choice === "discuss") {
         const discussMilestoneTemplates = inlineTemplate("context", "Context");
-        const structuredQuestionsAvailable = pi.getActiveTools().includes("ask_user_questions") ? "true" : "false";
+        const structuredQuestionsAvailable = getStructuredQuestionsAvailability(pi, ctx);
         await dispatchWorkflow(pi, loadPrompt("guided-discuss-milestone", {
           milestoneId, milestoneTitle, inlinedTemplates: discussMilestoneTemplates, structuredQuestionsAvailable,
           commitInstruction: buildDocsCommitInstruction(`docs(${milestoneId}): milestone context from discuss`),
@@ -1712,7 +1727,7 @@ export async function showSmartEntry(
         }),
       }), "gsd-run", ctx, "plan-slice");
     } else if (choice === "discuss") {
-      const sqAvail = pi.getActiveTools().includes("ask_user_questions") ? "true" : "false";
+      const sqAvail = getStructuredQuestionsAvailability(pi, ctx);
       await dispatchWorkflow(pi, await buildDiscussSlicePrompt(milestoneId, sliceId, sliceTitle, basePath, { rediscuss: hasContext, structuredQuestionsAvailable: sqAvail }), "gsd-run", ctx, "discuss-slice");
     } else if (choice === "research") {
       const researchTemplates = inlineTemplate("research", "Research");

src/resources/extensions/gsd/tests/workflow-mcp.test.ts

@@ -13,6 +13,7 @@ import {
   getWorkflowTransportSupportError,
   getRequiredWorkflowToolsForAutoUnit,
   getRequiredWorkflowToolsForGuidedUnit,
+  supportsStructuredQuestions,
   usesWorkflowMcpTransport,
 } from "../workflow-mcp.ts";
 
@@ -291,6 +292,30 @@ test("usesWorkflowMcpTransport matches local externalCli providers", () => {
   assert.equal(usesWorkflowMcpTransport("oauth", "local://custom"), false);
 });
 
+test("supportsStructuredQuestions disables structured ask flow on workflow MCP transports", () => {
+  assert.equal(
+    supportsStructuredQuestions(["ask_user_questions"], {
+      authMode: "externalCli",
+      baseUrl: "local://claude-code",
+    }),
+    false,
+  );
+  assert.equal(
+    supportsStructuredQuestions(["ask_user_questions"], {
+      authMode: "oauth",
+      baseUrl: "https://api.anthropic.com",
+    }),
+    true,
+  );
+  assert.equal(
+    supportsStructuredQuestions([], {
+      authMode: "oauth",
+      baseUrl: "https://api.anthropic.com",
+    }),
+    false,
+  );
+});
+
 test("transport compatibility passes when required tools fit current MCP surface", () => {
   const error = getWorkflowTransportSupportError(
     "claude-code",

src/resources/extensions/gsd/workflow-mcp.ts

@@ -348,6 +348,21 @@ export function usesWorkflowMcpTransport(
   return authMode === "externalCli" && typeof baseUrl === "string" && baseUrl.startsWith("local://");
 }
 
+export function supportsStructuredQuestions(
+  activeTools: string[],
+  options: Pick<WorkflowCapabilityOptions, "authMode" | "baseUrl"> = {},
+): boolean {
+  if (!activeTools.includes("ask_user_questions")) return false;
+
+  // Workflow MCP currently exposes ask_user_questions via MCP form elicitation.
+  // Local external CLI transports such as Claude Code can invoke the tool, but
+  // do not reliably complete that elicitation round-trip yet, so guided discuss
+  // prompts must fall back to plain-text questioning.
+  if (usesWorkflowMcpTransport(options.authMode, options.baseUrl)) return false;
+
+  return true;
+}
+
 export function getWorkflowTransportSupportError(
   provider: string | undefined,
   requiredTools: string[],