How to say he went through a very hard time. in Japanese

1)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sighとてもとても(totemo) (adv) very/awfully/exceedingly/ at all/by no means/simply辛い辛い(tsurai) (adj-i) spicy/hot/salty/tough/adverse/harsh体験体験(taiken) (n,vs) personal experienceを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,したした(shita) (n) did/a past form of the previous verb/tongue/tongue-like object/clapper/talon。(。) Japanese period "."    
kareha totemo tsurai taiken woshita 。
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