Last letter = First Letter, min 3 syllable word chain

youthfulness

simian

Neosporin

nuptials

separately

yahooism

It’s getting very difficult to think of Y words that haven’t been used already.

In what dialect is nuptials a three syllable word?

medical

Go away !

Longfellow

whatchamacallit

Thingamajig

glorious

scrupulous

spectroheliokinematograph

hilarious

sumptuary

Yermolai

Indianapolis

sassafras

sobriety

yellowest