Both tactics lead to $50 in your pocket.
In most projects, however, the customer who buys two $25 items has better future value than the customer buying one $50 item.
Run the analysis for yourself and you'll come to a comparable conclusion.
Every price point has a purpose.
Quantity of items purchased has a purpose.
From a marketing perspective, you have a responsibility to share all price point options with the customer. You want to encourage customers to buy multiple items where possible ... the downstream profit you generate helps pay your bonus in future years!