Last letter = First Letter, min 3 syllable word chain

symbolism

menopausal

Lamborghini

ipecac

concertina

antacid

detritus

somnambulation

neo-fascism

I looked it up to see if it required a hyphen or not (it does), and the definition runs as follows:
Neo-fascism is a post–World War II far-right ideology that includes significant elements of fascism, and usually includes ultranationalism, racial supremacy, populism, authoritarianism, nativism, xenophobia, and anti-immigration sentiment, as well as opposition to liberal democracy, social democracy, parliamentarianism, liberalism, Marxism, capitalism, communism, and socialism.

I feel like I just wrote down the Republican Party platform for the past twenty years or so.

-“BB”-

masticate

exaggerate

existential

lampoonish

hemisphere

electronic

classifieds

serendipitous

sixty-six

xylocarp

“hard and woody fruit”

persimmon