Last letter = First Letter, min 3 syllable word chain

Terrarium

mendicant

talisman

nondescript

teetotaler

radishes

sassafras

sarsaparilla

amanuensis

stereopticon

-“BB”

nicotine

emphysema

asphyxiation

nomadic

creosote

Elendil

lipsyncing

geraniums

seafaring

Googolplex