Syncing portable devices with Windows Media Player 11 is as simple as 1-2-3. Windows Media Player 11 now features a smart, easy-to-use wizard that guides you through device sync after connecting a device for the first time. You can simply connect one of the more than 100 Windows Media-enabled devices and Windows Media Player 11 will automatically recognize it and allow you to customize the name of the device. The Player then defaults to the Sync tab with an icon of your device, enabling quick and easy syncing of content. You can either choose to drag content to the Sync list or set up a permanent sync relationship using Auto Sync.

With Auto Sync, content syncing is automated in the background once the device is connected, ensuring that you always have the latest content on your device.

Source: Microsoft