Last letter = First Letter, min 3 syllable word chain

curmudgeon

Naugahyde

enthusiastic

catechism

Machiavellian

nomenclature

emberlucock

katzenjammer

Rachmaninoff

flamenco

oregano

obsequiousness

schematic

climatologist

Trinidad

diurnal

lackadaisical

lethargic

carnifex

xerographically