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Ans : E
When Margaret Thatcher won the British general election in 1979, she had become Europe’s first woman prime minister, although the world had seen its very first female head of state, Sirimavo Bandaranaike of Sri Lanka, nineteen years earlier.


(A) When Margaret Thatcher won(she became would be correct)

(B) Upon Margaret Thatcher’s winning(wrong tense)

(C) Whenever Margaret Thatcher won(whenever incorrect)

(D) Margaret Thatcher had won(wrong tense)

(E) At the time Margaret Thatcher won(action is in the past, she had become)
#expertsreply ; in the past when she won, she had become....
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When Margaret Thatcher won the British general election in 1979, she had become Europe’s first woman prime minister, although the world had seen its very first female head of state, Sirimavo Bandaranaike of Sri Lanka, nineteen years earlier.


(A) When Margaret Thatcher won - Correct

(B) Upon Margaret Thatcher’s winning

(C) Whenever Margaret Thatcher won

(D) Margaret Thatcher had won

(E) At the time Margaret Thatcher won
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When Margaret Thatcher won the British general election in 1979, she had become Europe’s first woman prime minister, although the world had seen its very first female head of state, Sirimavo Bandaranaike of Sri Lanka, nineteen years earlier.


(A) When Margaret Thatcher won

When she won the election, she "had become" ? she was already the first woman PM before she won? - Wrong tense.

(B) Upon Margaret Thatcher’s winning

this looks good "upon Thatcher's winning the election 1979, she had become first PM, although the world had seen"

yes, there is a confusing pronoun referring to a possessive noun but there is no other feminine noun before the first "she" to create ambiguity. It can't be the sole reason to eliminate B IMHO.
refer the famous Elizabeth Barrett Browning's success question here

I am not completely convinced with the use of "had" without comparable past event but still chose this. IMO B

(C) Whenever Margaret Thatcher won
whenever causes a meaning issue as if she won election multiple times in 1979 and whenever she won she became the first woman PM.

(D) Margaret Thatcher had won
This will create a comma splice error : Thatcher won election, she had become (two independent clauses without conjunction)

(E) At the time Margaret Thatcher won
This phrase also tries to arrange the events chronologically; I believe it doesn't go well with the two "had (verbs)" for reasons stated above in A.
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This is a case of past vs past perfect. When 2 incidents happened in the past, the 1st incident can be described using the past perfect in a sentence. So, let's organize the events chronologically.
1st Incident: Thatcher winning the election.
2nd Incident: Thatcher becoming the president.
Thus, "A. When Margaret Thatcher won the British general election in 1979, she had become Europe’s first woman prime minister.." - is grammatically incorrect. This sentence convolutes the time-line of 2 incidents.
Option (B) "Upon Margaret Thatcher’s winning the election,......" may sound awkward but it cleverly avoids the past vs past-perfect conundrum by using the noun phrase "Margaret Thatcher's winning".

The correct answer is (B).
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petrichor
When Margaret Thatcher won the British general election in 1979, she had become Europe’s first woman prime minister, although the world had seen its very first female head of state, Sirimavo Bandaranaike of Sri Lanka, nineteen years earlier.


(B) Upon Margaret Thatcher’s winning

this looks good "upon Thatcher's winning the election 1979, she had become first PM, although the world had seen"

yes, there is a confusing pronoun referring to a possessive noun but there is no other feminine noun before the first "she" to create ambiguity. It can't be the sole reason to eliminate B IMHO.
refer the famous Elizabeth Barrett Browning's success question here
petrichor , excellent memory.
I wrote an explanation for a similar Manhattan Prep question in which I listed quite a few official examples in order to demonstrate that "possessive poison is not an ironclad rule."
That post can be found by clicking here.
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