(i) A hot, horny 18 year old -- 18pts
(ii) Money upfront + access to stock market -- 7pts
(iii) Microwave + microwave meals -- 2pts
(iv) Garden w/ greenhouse -- 2pts
(v) Gun w/ 3 bullets -- 1pt
Reasoning on items I picked: I will live as an ascetic, meditating in my garden for hours on end. I will have my sexual needs met as necessary (I guess I will be a quasi-ascetic) and will have basic sustenance in the form of microwavable food -- much of which is consumable even if the microwave breaks. I will acquire my money upfront and immediately invest it, for otherwise the $10mil's value is really only $4,631,934 (assuming an average of 3% inflation and a 5% average return that could have been achieved over the decade in question), less than half of what I will be receiving upfront. The gun is for when the woman hits the wall looks wise or if my plan collapses in on itself and I begin going insane.
Reasoning on items I eschewed: The material items, e.g., a pool table or books, shouldn't be necessary due to my aesthetic life. The healthcare would probably be superfluous since I am young (23) and most people from 18-35 (and thus from 23-33, my period of internment) tend not to have significant health problems which require treatment. I can maintain a modicum of fitness without any equipment, and I hardly use my cellphone as is. Finally, I'll be 33 when I leave, meaning I will probably not be too old to launch an intensive course of study to rehabilitate the majority of specialized brain function I lost over the course of the decade.