Etymology

poisoned chalice

poi·soned cha·lice

Today it means: Something which is initially regarded as advantageous but which is later recognized to be disadvantageous or harmful; an apparently beneficial or benign instrument or scheme for causing death or harm. Full definition →

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The story

From poisoned + chalice (“a large drinking cup”), referring to a chalice containing a poisoned drink which is offered to someone. The earliest use of the term cited in the Oxford English Dictionary is in Shakespeare’s Macbeth (c. 1606), in a speech in which Macbeth flinches from the prospective murder of King Duncan: see the quotation.

Etymology from Wiktionary, CC BY-SA 4.0.