My iPod Classic keeps freezing my iTunes when I try to update

The computer this is happening on is a Macbook Pro. Over the last couple months my iPod has been acting up. It started by slowing down and later freezing on me every once in a while. I then tried to update it and it said the iPod was corrupted and needed to be restored. I restored the iPod and then after the iPod restored it wouldn't sync with my iTunes. The next day I tried to sync the iPod I plugged it into my computer and the sync emblem began moving on my iPod and it says, "Connected eject before disconnecting" and then it freezes up my iTunes. If I unplug the iPod it all loads up fine and I can move into different folders but the iPod is blank. Could it be a bad sync port on the iPod? Can anyone figure out whats wrong with it so I can fix it?

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