diff --git a/tests/litellm/proxy/hooks/test_managed_files.py b/tests/litellm/proxy/hooks/test_managed_files.py
index d58b7ccbb7..6f675fe843 100644
--- a/tests/litellm/proxy/hooks/test_managed_files.py
+++ b/tests/litellm/proxy/hooks/test_managed_files.py
@@ -9,11 +9,37 @@ sys.path.insert(
     0, os.path.abspath("../../../..")
 )  # Adds the parent directory to the system path
 
+from litellm.caching import DualCache
 from litellm.proxy.hooks.managed_files import _PROXY_LiteLLMManagedFiles
+from litellm.types.utils import SpecialEnums
 
-# def test_get_file_ids_and_decode_b64_to_unified_uid_from_messages():
-#     proxy_managed_files = _PROXY_LiteLLMManagedFiles()
-#     messages = [
-#         {
-#             "role": "user",
-#             "content": [
+
+def test_get_file_ids_and_decode_b64_to_unified_uid_from_messages():
+    proxy_managed_files = _PROXY_LiteLLMManagedFiles(DualCache())
+    messages = [
+        {
+            "role": "user",
+            "content": [
+                {"type": "text", "text": "What is in this recording?"},
+                {
+                    "type": "file",
+                    "file": {
+                        "file_id": "bGl0ZWxsbV9wcm94eTphcHBsaWNhdGlvbi9wZGY7dW5pZmllZF9pZCxmYzdmMmVhNS0wZjUwLTQ5ZjYtODljMS03ZTZhNTRiMTIxMzg",
+                    },
+                },
+            ],
+        },
+    ]
+    file_ids = (
+        proxy_managed_files.get_file_ids_and_decode_b64_to_unified_uid_from_messages(
+            messages
+        )
+    )
+    assert file_ids == [
+        "litellm_proxy:application/pdf;unified_id,fc7f2ea5-0f50-49f6-89c1-7e6a54b12138"
+    ]
+
+    ## in place update
+    assert messages[0]["content"][1]["file"]["file_id"].startswith(
+        SpecialEnums.LITELM_MANAGED_FILE_ID_PREFIX.value
+    )