Last letter = First Letter, min 3 syllable word chain

sympathetic

copacetic

coagulation

narcissistic

chronosynchronicity

Yackety

Yavatmal

lasciviousness

surreptitiously

Yamaha

antimacassar

reinstitutionalizing

grandiloquent

translucent

titanium

metaphysical

laudanum

malaprop

proportionally

Yellowbeard