feat(maestro): attach files in structured views

web/src/structured.test.ts

@@ -6,6 +6,7 @@ vi.mock("./api.js", async () => {
   return {
     ...actual,
     sendStructuredPrompt: vi.fn().mockResolvedValue(undefined),
+    uploadStructuredFile: vi.fn().mockResolvedValue({ path: "/uploads/pasted.txt" }),
     cancelStructuredTurn: vi.fn().mockResolvedValue(undefined),
     resolveStructuredApproval: vi.fn().mockResolvedValue(undefined),
     setStructuredConfig: vi.fn().mockResolvedValue(undefined),
@@ -16,6 +17,7 @@ import {
   cancelStructuredTurn,
   resolveStructuredApproval,
   sendStructuredPrompt,
+  uploadStructuredFile,
   setStructuredConfig,
 } from "./api.js";
 import { TOGGLE_DRAWER_EVENT } from "./drawer.js";
@@ -95,6 +97,53 @@ function mount(opts: {
 describe("structured connection: data flow", () => {
   beforeEach(() => vi.clearAllMocks());
 
+  it("converts long pasted text into a removable file and sends it without reply text", async () => {
+    const conn = mount({ sockets: [new FakeSocket()] });
+    const input = conn.el.querySelector("textarea")!;
+    const paste = new Event("paste", { bubbles: true, cancelable: true });
+    Object.defineProperty(paste, "clipboardData", { value: {
+      files: [], getData: () => "a".repeat(4000),
+    } });
+    input.dispatchEvent(paste);
+    expect(paste.defaultPrevented).toBe(true);
+    expect(input.value).toBe("");
+    expect(conn.el.querySelector(".structured-attachments")!.textContent).toContain("pasted-1.txt");
+    conn.el.querySelector("form")!.dispatchEvent(new Event("submit", { cancelable: true }));
+    await vi.waitFor(() => expect(sendStructuredPrompt).toHaveBeenCalledWith("s1", expect.stringContaining("/uploads/pasted.txt")));
+    expect(uploadStructuredFile).toHaveBeenCalledWith("s1", expect.objectContaining({ name: "pasted-1.txt", size: 4000 }));
+    conn.dispose();
+  });
+
+  it("leaves short pastes alone", () => {
+    const conn = mount({ sockets: [new FakeSocket()] });
+    const paste = new Event("paste", { bubbles: true, cancelable: true });
+    Object.defineProperty(paste, "clipboardData", { value: { files: [], getData: () => "hello" } });
+    conn.el.querySelector("textarea")!.dispatchEvent(paste);
+    expect(paste.defaultPrevented).toBe(false);
+    conn.dispose();
+  });
+
+  it("retains failed uploads for retry and lets the operator remove them", async () => {
+    vi.mocked(uploadStructuredFile).mockRejectedValueOnce(new Error("Upload failed"));
+    const conn = mount({ sockets: [new FakeSocket()] });
+    const input = conn.el.querySelector("textarea")!;
+    input.value = "Read this";
+    const paste = new Event("paste", { bubbles: true, cancelable: true });
+    Object.defineProperty(paste, "clipboardData", { value: {
+      files: [new File(["content"], "notes.txt")], getData: () => "",
+    } });
+    input.dispatchEvent(paste);
+    conn.el.querySelector("form")!.dispatchEvent(new Event("submit", { cancelable: true }));
+    await vi.waitFor(() => expect(input.disabled).toBe(false));
+    expect(input.value).toBe("Read this");
+    expect(sendStructuredPrompt).not.toHaveBeenCalled();
+    const remove = conn.el.querySelector<HTMLButtonElement>('[aria-label="Remove notes.txt"]')!;
+    expect(remove).not.toBeNull();
+    remove.click();
+    expect(conn.el.querySelector<HTMLElement>(".structured-attachments")!.hidden).toBe(true);
+    conn.dispose();
+  });
+
   it("renders every row from the initial snapshot", () => {
     const ws = new FakeSocket();
     const conn = mount({ sockets: [ws] });