If yes, reboot your machine and try again.
Verify that only a single instance of MediaMonkey is running via the Task Manager (Control-ALT-Delete). 
Locate your device and set the default action to “Take no action”. In Windows Settings/Control Panel, find the AutoPlay settings. If that fails to solve the problem, Edit the windows AutoPlay settings for the device. Save the settings and relaunch MediaMonkey. In the iTunes menu, go to Edit>Preferences>Devices and enable “Prevent iPods, iPhones and iPads from syncing automatically”. In the Summary screen for the connected device in iTunes, disable “Automatically sync when this device is connected”. If iTunes opens, change the following iTunes settings:. Make sure that iTunes is not automatically started when the device is connected, as it interferes with MediaMonkey:. If the device is recognized in iTunes, then:. Try uninstalling iTunes, rebooting, and then re-Installing the latest desktop version ( 64-bit version | 32-bit version ) of iTunes. iTunes may be an older version that can’t sync with the updated version of iOS). If the device is still frozen, you may want to try resetting your iPod’s firmware using a recent version of iTunes, to reset it to a ‘factory-fresh’ state. For an iPod shuffle, move the switch on the back of iPod shuffle to the off, position, wait 5 seconds, and then move the switch on the back to the play or shuffle position so that the green stripe is visible. For an iPod, iPod nano, or iPod mini, Slide the ‘Hold’ switch to ‘unlocked’, Toggle the Hold switch on and off (Slide it to Hold, then turn it off again.), Press and hold the Menu and Select buttons until the Apple logo appears (about 6 to 10 seconds). 
To force restart your device, press and hold both the Sleep/Wake and Home button for at least 10 seconds, until you see the Apple logo.
For an iPhone, iPad, iPod touch, you should force restart your iPhone, iPad, or iPod touch only if it’s not responding. If the device is frozen, disconnect it from your PC and do a ‘hard reset’. While connected, turn on the device and enter the passcode. Check that the device isn’t frozen or password protected. Verify whether the device is recognized in iTunes. First verify that your device is compatible with the versions of iTunes and MediaMonkey that are installed–making sure that you have only the desktop version of iTunes installed. If MediaMonkey fails to ‘see’ your iPhone / iPad / iPod Touch device:
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