Filed under: Troubleshooting, iPhoneIn case you are on the road to an iOS 4 update (and be careful), you might want to double check your work. Remember, first you have to update iTunes to 9.2, which will then allow you to download the iOS 4 update.
After I updated iTunes, I went in to make some changes to what I had synced and take off some podcasts that I don't listen to and video I don't really watch. After making changes and clicking apply, I got this error:
"iPhone cannot be synced. A duplicate filename was specified."
A bit of searching found other people having this