Error message: "iTunes cannot read the contents of the iPod."

I wanted to get my dad a new iPod for Xmas and transfer all his music from his ancient Classic. But when I connect to my MacBookPro, I get the error message: "iTunes cannot read the contents of the iPod." I see that 90% of the ipod drive is used, but I don't see any songs listed either on the iPod screen or in iTunes, which is worrying. Is there anything I can to save the music? He will be so upset that it's all gone...

My suggestions, when Restoring the iPod.
Disconnect your PC from Internet. (just to make sure no nasties creep into your system while you syncing.
Stop the Antivirus program
Connect your iPod to the PC, using a high speed USB 2.0 port at the back of your PC.
Disconnect all other USB devices, except the mouse and keyboard.
Stop all other programs except iTunes.
Good Luck!

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