fix(debugfile): Recognize chunk-uploaded Proguard files

The `detect_dif_from_path` function does not correctly identify Proguard files which are chunk uploaded because these files have a randomly-assigned temporary path, and the logic tries to guess whether the file is a Proguard file based on its path. However, the `detect_dif_from_path` function also takes an optional `name` option, which for chunk-uploaded files, is the file name that is specified by the client making the assemble call. This has not been a problem yet, since Sentry CLI does not support chunk uploading Proguard files, but we are adding support in getsentry/sentry-cli#2196, and so we need to fix the backend to allow chunk uploads of Proguard files.

Here, we update the logic to check both the `path` and the `name` for potentially matching a Proguard file.

src/sentry/models/debugfile.py

@@ -338,7 +338,10 @@ def create_dif_from_id(
     return dif, True
 
 
-def _analyze_progard_filename(filename: str) -> str | None:
+def _analyze_progard_filename(filename: str | None) -> str | None:
+    if filename is None:
+        return None
+
     match = _proguard_file_re.search(filename)
     if match is None:
         return None
@@ -474,9 +477,9 @@ def detect_dif_from_path(
 
     :raises BadDif: If the file is not a valid DIF.
     """
-    # proguard files (proguard/UUID.txt) or
+    # Proguard files have a path or a name like (proguard/UUID.txt) or
     # (proguard/mapping-UUID.txt).
-    proguard_id = _analyze_progard_filename(path)
+    proguard_id = _analyze_progard_filename(path) or _analyze_progard_filename(name)
     if proguard_id is not None:
         data = {"features": ["mapping"]}
         return [

tests/sentry/models/test_debugfile.py

@@ -6,10 +6,16 @@
 from io import BytesIO
 from typing import Any
 
+import pytest
 from django.core.files.uploadedfile import SimpleUploadedFile
 from django.urls import reverse
 
-from sentry.models.debugfile import DifMeta, ProjectDebugFile, create_dif_from_id
+from sentry.models.debugfile import (
+    DifMeta,
+    ProjectDebugFile,
+    create_dif_from_id,
+    detect_dif_from_path,
+)
 from sentry.models.files.file import File
 from sentry.testutils.cases import APITestCase, TestCase
 
@@ -298,3 +304,78 @@ def test_simple_cache_clear(self):
 
         # But it's gone now
         assert not os.path.isfile(difs[PROGUARD_UUID])
+
+
+@pytest.mark.parametrize(
+    ("path", "name", "should_detect", "uuid"),
+    (
+        (
+            "/proguard/mapping-00000000-0000-0000-0000-000000000000.txt",
+            None,
+            True,
+            "00000000-0000-0000-0000-000000000000",
+        ),
+        (
+            "/proguard/00000000-0000-0000-0000-000000000000.txt",
+            None,
+            True,
+            "00000000-0000-0000-0000-000000000000",
+        ),
+        (
+            "/var/folders/x5/zw3gnf_x3ts0dwg56362ftrw0000gn/T/tmpbs2r93sr",
+            "/proguard/mapping-00000000-0000-0000-0000-000000000000.txt",
+            True,
+            "00000000-0000-0000-0000-000000000000",
+        ),
+        (
+            "/var/folders/x5/zw3gnf_x3ts0dwg56362ftrw0000gn/T/tmpbs2r93sr",
+            "/proguard/00000000-0000-0000-0000-000000000000.txt",
+            True,
+            "00000000-0000-0000-0000-000000000000",
+        ),
+        (
+            "/var/folders/x5/zw3gnf_x3ts0dwg56362ftrw0000gn/T/tmpbs2r93sr",
+            None,
+            False,
+            None,
+        ),
+        (
+            "/var/folders/x5/zw3gnf_x3ts0dwg56362ftrw0000gn/T/tmpbs2r93sr",
+            "not-a-proguard-file.txt",
+            False,
+            None,
+        ),
+        (
+            # Note: "/" missing from beginning of path
+            "proguard/mapping-00000000-0000-0000-0000-000000000000.txt",
+            None,
+            False,
+            None,
+        ),
+        (
+            "/var/folders/x5/zw3gnf_x3ts0dwg56362ftrw0000gn/T/tmpbs2r93sr",
+            # Note: "/" missing from beginning of path
+            "proguard/mapping-00000000-0000-0000-0000-000000000000.txt",
+            False,
+            None,
+        ),
+    ),
+)
+def test_proguard_files_detected(path, name, should_detect, uuid):
+    try:
+        detected = detect_dif_from_path(path, name)
+    except FileNotFoundError:
+        # If the file is not detected as a ProGuard file, detect_dif_from_path
+        # attempts to open the file, which likely doesn't exist.
+        # ProGuard files are detected by the path/name, not the file contents.
+        # So, the ProGuard check should not depend on the file existing.
+        assert not should_detect
+        return
+
+    assert len(detected) == bool(should_detect)
+
+    if should_detect:
+        (dif_meta,) = detected
+        assert dif_meta.file_format == "proguard"
+        assert dif_meta.debug_id == uuid
+        assert dif_meta.data == {"features": ["mapping"]}