It seems to me everyone is getting off track here.  One thing should be kept in mind: What is the point?
 
Are you trying to revitalize K to celebrate the 20th?  Or just to litter the land with a bunch of CDs by our favorite band?
 
If the target audience is 'everyone' then the track list needs to be tailored to everyone.  If some random 30-something found one of these and popped it in to give it a try and first thing he heard was Kylie Said Trance he'd probably stop right there and toss it out the window.
 
If the point is to celebrate the 20th, then that's what the CD should be about, and kept down to one disc to make it easier on everyone.
 
A couple years ago, also encouraged by a post by Mr Milne, I compiled a History CD which I quite enjoy and feel it flows well.  So here's the tracklist if anyone is interested.  (I tried searching for my original post but couldn't find it)
 
All You Need is Love Original
Whitney Joins the Jams (custom 7" edit)
Downtown 7"
Burn the Beat (7 inch, from OZ History CD)
Disaster Fund Collection (from same CD)
Doctorin the TARDIS 7"
What Time is Love Power 7" (the Evil would be better methinks)
3am Eternal Pure Trance edit
Kylie Said to Jason 7"
Madrugada Eterna club edit
What Time is Love Live at Trancentral radio
3am Eternal SSL 7"
Last Train... Lost Continent 7"
IGUN radio
Justified and Ancient : Stand by the Jams 7"
America What Time is Love 7"
K Cera Cera
The Magnificent
***K the Millennium 7" (custom mix)
 
All the hits.  One CD.  Listenable.
 
Truckstop JAMs is a GREAT title, BTW.
 
My .02.
 
-paul