IPod touch 2nd Gen 8gb will no longer Sync photos.

all the posts I could find that were similar had to do with ipods that were jailbroken and on Windows.
I have iTunes 10.1, iPhoto 6.0.6. running on OSX 10.6.5
iPod Touch 2nd Gen 8GB OS 4.2.1
The Problem: Since I got 4.0 and later, I have not been able to sync photos from iphoto. itunes says that it is, the bar moves and says all photos have been synced, all the photos I want synced are checked in itunes and still nothing when I check them on my ipod. iPod says no photos in album. I tried deleting the ipod cache on my mac, nothing. I tried syncing to a single file folder with the same photos, same. I tried exporting all the photos I wanted synced to a separate folder to jpg and smaller resolution, same result, no photos on ipod.
Note. the photos used to sync up until 4.0
I have also tried starting from scratch and putting it back to factory defaults then going from backup. Same result.
I have tried rebooting both iMac and iPod, same thing.
and I hate how I can't just email apple and tell them the problem.
Any and all help would be greatly appreciated. I just can't seem to find anyone else with the same problem.
Thanks in advance for the possible help.

I dont get an error message at all. itunes just does its normal business when syncing and says its synced, but no photos. I have never tried mobile me, so I dont think my problem is connected. I dont have $300 to get a new ipod. this makes me sad.

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