How to Sync Songs Onto an iPod Without iTunes & With Windows Media Player
The Apple iPod, by default, is set to synchronize with Apple's iTunes software, though this isn't convenient for everyone. You may prefer to use Windows Media Player instead. You have two choices for plug-ins to connect your iPod with Windows Media Player. WmPod is a freeware plug-in, and MGTEK, which offers better support, is trial-based software.
Close Windows Media Player, then download and install the MGTEK dopisp (see Resources) plug-in for Windows Media Player.
Open Windows Media Player, then connect your iPod to your computer.
Click "Sync," then locate the files you want to transfer to your iPod. Drag them to the "Sync" list and click "Sync." This will now synchronize your iPod with Windows Media Player.
Close Windows Media Player, then download and install wmPod (see Resources).
Click "Start," then type "cmd" and press "Enter."
Use the "cd" command to navigate to the Windows Media Player installation directory. For example, if "C:\>" is displayed and you need to switch to "C:\WMP," then type "cd WMP" and press "Enter."
Type "regsvr32 wmpod.dll" and press "Enter." Close the command prompt.
Open WIndows Media Player and "wmPod" will now be displayed within the program. Connect your iPod and choose the songs you want to transfer. Click "Sync."