How to Sync Your iPod with Your iTunes Library
Connect the iPod and click the iPod button.
After connecting the iPod, iTunes adds the iPod button in the upper-right corner of the window, which includes the eject button on the right side, and either the X cancel button to cancel syncing (move your pointer over the animated sync icon to see the X if the iPod is syncing) or an iPod icon on the right side.
After you click the iPod button, iTunes displays the sync options with tabs for each sync options page. iTunes automatically starts syncing your iPod, and the sync status pane tells you the progress. (If you’re playing music while syncing, you can switch between the sync status and playback status by clicking the up or down arrows next to the status pane.)