Grayed-out "Sync"

I don't know if it's the iPod classic or iTunes, but I plug in my iPod to the computer, it charges, but when I click "File" the "sync" option is grayed out. My iPod just doesn't seem to be registering with iTunes.
I had iTunes 8.1 when I first noticed it last night, and decided to try updating to 8.2, and it still won't work. I don't want to reset my iPod because I don't want to lose my music. Ideas?

Resetting your ipod will not harm the music on the ipod. Try resetting it by pressing the menu and select button at the same time until the apple logo appears. Once it has started up, connect it to the computer and see if the problem still exists.
Also, have you tried connecting it in disk mode?

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