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Is the 20th Anniversary Prime considered part of the 'Classics' line? My inner OCD collector is hoping no as I cant find him anywhere.

As I understand it, 20th Anniversary Optimus Prime (the one with the electronic base) is a stand alone release, to coincide with the 20th Anniversary TF: The Movie DVD release. He's the western counterpart to Masterpiece Convoy too.

The Classics line, thus far, includes:

Optimus Prime
Rodimus
Bumblebee
Megatron
Starscream
Astrotrain
Jetfire
Grimlock
Mirage
Cliffjumper
Ramjet

Ultra Magnus (Battle for Autobot City giftpack)
Skywarp (Battle for Autobot City giftpack)

Ultimate Battle Optimus Prime (different to previous OP)
Ultimate Battle Megatron (different to previous Megs)

Mini-Cons:
Clear Skies Team: Nightscream, Steel Wind, Thunderwing
Demolition Team: Broadside, Sledge, Wideload
Dinobots: Knockdown, Swoop, Terrorsaur
Dirt Digger Team: Dirt Rocket, Grindor, Oilslick
Night Rescue Team: Strongarm, Firebot, Divebomb
Predator Attack Team: Dreadwing, Overbite, Snarl

Classic Legends:
Bumblebee
Fireflight
Jetfire
Leo Prime
Menasor
Perceptor
Trypticon
Whirl

The repainted Constructicon Maximus from Energon and a modified Soundwave reissue also fall under the 'Classics' heading.

HasbroToyShop.com does list him as a classic though...

..and if you're having a hard time finding him, try the clearance aisles at Wal-Mart--he's been there for a while. Unless, of course, you're talking about the FIRST 20th anniversary Prime to come out (the die-cast one), in which case, good luck.