ITunes freezing during sync, "Delayed Write Failed"

I've been having a really annoying issue with my iPod Classic 160GB for about two months now. Whenever I try to sync my iPod with my iTunes library, iTunes suddenly freezes completely during the sync. The problem usually appears when the sync is at around 30GB out of 40GB, but it can also appear at other points during the sync.
Sometimes, when iTunes freezes, an error message appears in the right corner of my screen saying, and I'll do my best to translate it from Norwegian:
"Delayed Write/writing failed"
"Windows was unable to save all the data for the file G:\iPodControlArtworkF10281.ithmb. The data was lost. This error may be caused by a failure on your hardware or network connection. Please try to save this file somewhere else"
The freeze leaves me with no choice but to plug my iPod out of the computer when it says on the iPod screen that I'm not supposed to, and this probably isn't good for it.
When I plug my iPod back in, the files that should have been synced up until the delayed write error appeared and iTunes froze and that should have been audio and blue, has turned into orange and "other" on the main iPod page in iTunes.
I've tried everything from the 5 Rs to even calling iPod support where they told me that this was an Apple software issue, and that it had nothing to do with either my iPod or computer. They also told me that I could solve the issue by rolling back to iTunes 7,7 until an update to solve the issue was available. I tried this, and the same problem appeared. I tried to roll back to iTunes 7,6 as well, but no luck there either.
Now I'm getting sort of worried that my one year warranty will expire and I'll be stuck with an iPod that has a software with a really annoying problem.
Any help would be greatly appreciated, thanks in advance.

I am having the EXACT same problem trying to sync my new 80GB Classic with itunes on a Macbook.
I restored and updated to latest ipod firmware. No change.
I updated iTunes to 8.0. No change.
I updated OS X to 10.5.5. No change.
Oddly enough, iTunes freezes to the point where it must be force quit. But it will not quit even then. I have to restart just to get back to a point where itunes will open again.
Help!!

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    Message was edited by: Jennifer805
    Message was edited by: Jennifer805
    Message was edited by: Jennifer805

    TrevorQ's idea works great! Thanks! I had already gone and gotten my second nano 4GB and the same thing happened both times after using the updater - called support on first and they had no answer. Thanks a bunch - was starting to lose hope after it happened again on the second one. Must be a problem with the updater 4-23-06 and the newest ITunes upgrade.
    If you have trouble with the right click - after the ipod is highlighted then click on the file menu and play the waiting game again - format should appear in the menu after an extended wait. Good luck all!
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  • Windows Delayed Write Failed Message

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    *Disable write-behind caching*
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  • Windows - Delayed Write Failed - NANO

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    The kicker is my Ipod Mini works like a champ on this machine with no issues at all.
    I'm lost so the ultimate fix I think will be to take it back to Best Buy where I got it on Tursday and get a "new" one unless someone has a fix.
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    TrevorQ's idea works great! Thanks! I had already gone and gotten my second nano 4GB and the same thing happened both times after using the updater - called support on first and they had no answer. Thanks a bunch - was starting to lose hope after it happened again on the second one. Must be a problem with the updater 4-23-06 and the newest ITunes upgrade.
    If you have trouble with the right click - after the ipod is highlighted then click on the file menu and play the waiting game again - format should appear in the menu after an extended wait. Good luck all!
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