何なにが悲かなしくて

Meanings

1

why; how come

Emphatic, lamenting, or sarcastic rhetorical question. Often followed by なければならない or similar expressions to express frustration about an obligation.

何なにが悲かなしくてこんなに働はたらかなければならないんだ。
Why on earth do I have to work this much?
何なにが悲かなしくて休きゅう日じつに早はや起おきしなきゃいけないの。
Why in the world do I have to get up early on my day off?

2

unfortunately; alas

Used as a lamenting interjection, expressing regret or disappointment about a situation. Often stands alone or at the beginning of a sentence.

何なにが悲かなしくて、財さい布ふを落おとしてしまった。
Alas, I dropped my wallet.
何なにが悲かなしくて、また雨あめか。
Unfortunately, it's raining again.