I am no expert, but the hours should be prayed in the normal order. Should the described problem occur, and it does, I would just say Prime right before I go into Laudes, back to back. Do not worry too much about the amount of sunlight (though the symbolism is a nice touch!).
Don't worry about the time. To be honest those who recite the divine office (traditional) combine almost every hour. In the hey day of traditionalism most priests would recite the entire breviary at one sitting.
This is how I like to do it.
I have the two volume 1961 Breviarium Romanum. During the week I always start my day with Prime, I get to work between 7 and 7:30 and do it at my desk. If I can get in Terce, Sext or None I'm having a good day. I rarely do Vespers but always do Compline before retiring for the night. That's the best this poor layman can do.
On special occcasions and Sundays I try to rise early and do Matins and Lauds.
I also am very comfotable with the LOTH as I see some on this forum are. I grew up with it so to speak when I attended a college seminary from 1978-1982. Honestly I don't have too many issues with it and I believe it is fine for those who really struggle with the Latin. In this case it IS better than nothing.
Regards to all,