And I tried the Wizard of Oz / Dark Side thing about a year ago, and it works. You put the CD in your player, and get it all cued up and ready. Then play the video (the original, I don't think it works with the remastered, because I think they insert new footage which would throw off the timing). As soon as the MGM lion roars for the third time, press play (or unpause the CD). Then sit back and enjoy.
There are some websites that contain pages of what to look for, and my friend printed some info from a site before we watched the video, and that helped. The most eerie was during the tornado scene, which matches up perfectly with "The Great Gig in the Sky".
Also, I'm still undecided as to whether it was planned or not. It could be one huge coincidence, since you do need to read into the lyrics a lot to get some synchronicities. And Nick Mason (i think, might have been Alan Parsons), when asked about the connection, denied any knowledge of it and said that VCRs weren't even around in 1970 to be able to replay the movie over and over to get the right timing.
see you on the dark side of the moon