Etymology
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lolly (n.)

short for lollipop, 1854. Also, in mid-20c. British slang, "money."

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Definitions of lolly

lolly (n.)
informal terms for money;
Synonyms: boodle / bread / cabbage / clams / dinero / dough / gelt / kale / lettuce / lucre / loot / moolah / pelf / scratch / shekels / simoleons / sugar / wampum
lolly (n.)
ice cream or water ice on a small wooden stick;
in England a popsicle is called an ice lolly
Synonyms: ice lolly / lollipop / popsicle
From wordnet.princeton.edu