Last letter = First Letter, min 3 syllable word chain

extrajudicially

yummiest

testicle

enlightenment

Tongatapu

Upminster

righteousness

sillier

rapscallion

ne’er-do-well

lollygagger

radial

laryngitis

symphonia

Apocalypto

oleo

.

Oreo.

onomatopoeia

anaphylactic

Cataclysmic