Spinning wheel of death when try to sync itunes with ipod

I've had no bother from syncing my ipod until today and then for no reason I now keep getting the spinning wheel of death.
When my ipod is connected and on auto sync mode it gets recognised, says it's syncing and then totally freezes. The only way to get out of this is to manually remove the ipod and force quit itunes.
I've tried starting itunes without auto sync on, which works ok until you decide to move any music content across. For some strange reason it was ok about transferring podcasts but just refuses to transfer music content.
I've uninstalled itunes 9 and reinstalled with no effect. I've restored the ipod to factory settings which all it's done is now cleaned the ipod of all content and won't transfer anything. I'm using a mac with OSX Snow Leopard.
Can anyone help?

I think your problem is different to the OP's - in your case, did you check the format of the drive before you began using it? It's possible that it's formatted as NTFS or FAT32 out of the box, and you need to reformat to Macintosh Extended.
But this wouldn't apply to the OP's as he already had been using his drive for a while with no problems, although maybe permissions and/or ownership got scrambled.

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Message was edited by: shape

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