YOU SAID:
the man sat on the cat which sat on the mat and killed it
INTO JAPANESE
男はマットの上に座ってそれを殺した猫に座った
BACK INTO ENGLISH
The man sat on the mat and sat on the cat that killed it
INTO JAPANESE
男はマットの上に座って、それを殺した猫の上に座った
BACK INTO ENGLISH
The man sat on the mat and sat on the cat that killed it
That didn't even make that much sense in English.