the best way for entering a trailing stop order and a time order in IB?

I have a newbie question and hope someone can help me.

Suppose I have a long position in qqq and want to sell it five days later at 3:50 pm, and meanwhile I have a trailing stop order to protect the profit or limit the loss. Is OCA group order the best way to enter these two orders?

Alternatively, I can setup a stop order first, change it as time goes on, and check at 3:50 to see if the stop order has been executed or not, and if not I will sell the position at market.

I see some risks in the 2nd approach, in that I could up end up closing the position twice.

Any idea about these two approaches, or any other approach?

Thanks in advance.
 
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