Matching Exercised American Options with the underlying stock position when their are multiple options

Under the following scenario:

You own 2 different American Options for the same underlier, with the same strike price, BUT they each have DIFFERENT Expiration dates.
They are now both in the money and you decide to exercise both options. However the Prime broker has a very generic trade file, which does not connect the newly created stock position with the exercised option via a unique symbol, that is inserted for both trade entries. Instead you have to look at the trade file and try to intuitively match up the exercised option, with the newly created stock position.
Typically, one could link the strike price of the option with the execution price used for the underlying stock position. However, in the case of American options, you can have two different options, with the same underlyer and strike price, BUT different maturity. How then would you know which option to tag to the underlying stock positions if they both have the same strike and no other common characteristics appear to link the option line to the stock line???????