Why do you have to mail your information in?
If you told TurboTax that you were going to enter "summery" information then you'd get that prompt That's for a situation where you have hundreds and hundreds, maybe thousands of sales, so you'll enter a summary of proceeds and a summary of cost basis, and then mail in something that substitutes for From 8949. (Many 1099-Bs are set up like that these days).
If you told the broker "sell 100 shares of Company X stock" and the broker did that, maybe breaking out lot information for your benefit, that's still "one" sale. In that case you're NOT entering summary information, you simply entering one trade. You don't have to slavishly follow the format of the 1099-B, you simply have to report each separate sale and report each separate sale correctly.
It sounds to me like you took TurboTax's question too literally since you were looking at a lot of detail that made up ONE sale. Assuming you DON'T have hundreds and hundreds of trades simply enter the individual sales that you do have using "various" for the date acquired and your own worksheets for the cost basis to use, (presumably encompassing several lots and some compensation income), and that's fine.
