Hi,
If the songs you have are DRM protected then you may need to check with the source from where you've downloaded the track.
Sometimes, if the Music data base on the device is corrupt, even then you may run into such problems.
follow the instructions below to get the sansa firmware updater to make sure that the firmware for your payer is updated automatically:
METHOD 1 - Download and manually update the Sansa m200
NOTE: The manual update does NOT support firmware version 4.X.XXX. Refer to METHOD 2 if the firmware on your Sansa m200 is either 4.X.XXX.
WARNING: All data on your Sansa m200 will be deleted during the firmware update. Back up all your data before proceeding.
STEP 1 - Download the Sansa m200 Firmware Updater .exe file and save it to your desktop.
STEP 2 - Install the Updater
1. Double-click the downloaded .exe file (sdmx3-iv001.exe).
2. Click Next. 
3. Click Yes to agree on the license agreement. 
4. Click Next to start installing the program.
STEP 3 - Connect your player to the PC
1. Turn off your Sansa m200.
2. Slide the HOLD switch to the lock position (orange color will show).
3. Connect the player to the PC.
STEP 4 - Update the firmware
1. Click Fircertain songs on my Sansa - id1107_41_upgrade.gifsp;
WARNING: All data on your Sansa m200 will be deleted during the firmware update. Back up all your data before proceeding.
2. Click Ocertain songs on my Sansa - id1107_42_ok2proceed.gifhe firmware update. 
4. Disconnect your Sansa m200 from the PC after the firmware has been successfully downloaded.
5. Slide the HOLD switch to the unlock position (orange color not showing).
6. Turn on your Sansa m200 player to check.
METHOD 2 - Using the Sansa Firmware Updater.
1. If it's not installed yet, download and install the Sansa Firmware Updater.
2. Slide the HOLD switch to the lock position (orange color will show).
3. Connect your Sansa m200 to the PC.
4a. Assuming there's a new firmware certain songs on my Sansa - id1107_m24.gif following message will appear on your lower right taskbar. Click on the balloon message. 
NOTE: If there's no new firmware available, you won't see a balloon message.
4b. OPTIONAL: You can also manually run the Sansa Updater from your programs files. Most likely it will be under All Programs > SanDisk&ncertain songs on my Sansa - id1107_m25_select-fw.gifter > Sansa Updater.
5. Select the Firmware check box. 
6. Click Download Now. Firmware download starts. 
WARNING: All data on your Sansa m200 will be deleted during the firmware update. Back up all your data before pcertain songs on my Sansa - id1107_m28_finish.gifp;
7. Click Yes to continue the update.
8. Click Finish after the firmware has been downloaded. 
9. Disconnect your Sansa player from the PC.
10. An "Upgrading firmware. Please wait..." message will appear on the Sansa m200's display screen.
Posted on Jan 27, 2009
Click here for detailed info: Sansa m240
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SOURCE: Synching songs to Sansa m240
YOU MIGHT NOT HAVE SYNCED RIGHT....YOU MIGHT NEED TO DRAG AND DROP YOUR FILES OR CONSIDER GETTING A SANDISK E200 OR A CX00 VERSION MP3 THEY ARE MUCH EASIER TO WORK WITH
Posted on Feb 21, 2008
SOURCE: i need the installation disk for sansa m240
The player has 2 modes. MTP and MSC or something like that. Check the menus on the device and set it to the other one.
MSC is what worked for mine
Posted on Mar 18, 2008
SOURCE: Deleteing songs
Use Windows Media Player - you must delete them from the computer by selecting the mp3 player - you cannot delete them from the Mp3 player itself.
Posted on Jun 07, 2008
SOURCE: unable to play all songs downloaded on sansa clip
You have to resyhnchroize within Rhapsody itself to make the message go away.
Posted on Jan 01, 2009
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Usually answered in minutes!
Are the songs protected? Pull the player up on Windows Media Player, right click on the song, select properties, select Media Usage Rights. It should tell you if the song is protected. If it is not protected, I don't know what the problem is. Hope this helps.
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