Which Annual to start with?

I have been looking at the Annuals - while I have most of Profantasy's products, I've never really looked at the Annuals before. Money is tight, so while I eventually plan to get all of them, I'm going to have to do it one at a time - and I am wondering if I am better off starting with Volume 1 and gradually updating from there, or starting with more recent annuals and going backwards.

For context, in case it makes a difference, my main interest is in mapping for a medieval (European-style mostly, but there are possibilities in other directions) fantasy type world - from dungeon maps, through building plans, through to cities and regional maps. A lot of my maps are done for my own games, or for convention games, but I have done some freelance games design for a games company and may do more in the future, and will be using CC3 plus assorted add ons for that as well. So if some Annuals have more utility for that, it would be handy to know.

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