How to say he wishes he had studied harder when he was young. 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若い若い(wakai) (adj-i) youngころもっとno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb勉強勉強(benkyou) (n,vs) study/diligence/discount/reductionし(shi) (num) 10^24/septillion/quadrillionておけばよかったとno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb思ってno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbいるいる(iru) (v1,vi) to be/to exist/to stay/ verb indicating continuing action or state。(。) Japanese period "."    
kareha wakai koromotto benkyou shiteokebayokattato omotte iru 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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Translation by bunbuku
2)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、(、) Japanese comma若い若い(wakai) (adj-i) youngころもっとno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb勉強勉強(benkyou) (n,vs) study/diligence/discount/reductionし(shi) (num) 10^24/septillion/quadrillionておけばよかったなあとno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb思ってno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbいるいる(iru) (v1,vi) to be/to exist/to stay/ verb indicating continuing action or state。(。) Japanese period "."    
kareha 、 wakai koromotto benkyou shiteokebayokattanaato omotte iru 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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