You do not always receive T5008 slips for all the transactions shown on your T5008 "Statement". If your statement gives you a total of all 44 transactions, you can make one entry in TurboTax for all of them.
You can choose to enter these slips either way, on the T5008 slip page or in the Investment section in the Capital Gains & Capital Gains Deduction Profile. The Capital Gains or Losses from either entry methods will transfer to Schedule 3 of the tax return.
If you enter your T5008 slips (or use the CRA AutoFill feature to import) on the T-Slips page in TurboTax, do not enter them again under your Capital Gains & Capital Gains Deduction Profile, and vice-versa. Doing so will cause double reporting.