I have problem with my emac, regarding itunes and syncing my ipod.

I am on leopard 10.5.8. When, I plug the ipod in, and click to sync (within itunes), it then starts to update with the new songs... but then stops and just hangs there, the whole application stops responding.
And when i try to quit, and then force quit, the finder stops responding..and I cannot do anything. It won't even shut down or restart.

I have tried to uninstall and install it again but still facing same problem. I have tried to install latest version of itunes but no success.

I have another emac, on OSX Tiger, when I plug in the ipod into there, it works fine with iTunes.

How to fix this issue?