Last letter = First Letter, min 3 syllable word chain

ramification

nanosecond

decaffeinated

developmentally

yodeling

gelatinous

strenuous

Superficial

lavender

realistic

cyclopean

nincompoop

preposterous

stupidly

youthsploitation

neonym

meticulous

singularity

youthfulnesses

synchronicity

(Also, “youthfulnesses”? You don’t happen to play WordTwist, do you? That’s exactly the sort of word that you’d find there.)