How can I boost signal by extending a wireless network?

I have an Airport Express serving Wi-Fi and Airplay in my living room, and the signal is just strong enough that my devices will remain connected all the way in my back yard, which would be great for outdoor parties but the signal isn't strong enough to stream reliably. I thought I could resolve this problem by getting a second Airport Express to extend my wireless network and it would act as a repeater. However, it doesn't work when my devices (specifically an iPhone 4S) will not disconnect from the first Airport Express.
Is there another configuration I can use to get a more reliable Wi-Fi network in my back yard, one that doesn't require stringing an ethernet cable between the Airport Expresses? My base station is stuck in its location since that's where my cable modem and stereo are. Thanks!

Okay, after further experimentation, it appears the iPhone's Wi-Fi refuses to even recognize the existence of the extending unit. I walked out to the neighboring field, far enough away that the base station's signal cannot reach, but the extending unit still has line-of-sight. The MacBook has about -77 RSSI from the extending unit (verified BSSID is that of the extending unit with Airport Utility) and decent throughput - I was able to load a webpage rapidly - but the iPhone cannot find my network at all.
I also walked to the far end of the field with the iPhone, power cycled it, and performed Wi-Fi scans as I approached my house. It did not detect my network at all until it could connect to the base station, which I could verify in Airport Utility where it shows the iPhone connected to the base station unit and only the Macbook (still sitting under the extending unit) connected to the extending unit.
Anybody know how I can fix this so that I can apply the suggested workaround (power cycle the iPhone when outside of range of the base station but within range of the extending unit)?
Firmware checks verify all devices have the latest firmware. 7.6.1 for the older, extending Airport Express, 7.6.2 for the new hockey puck base station Airport Express, and 5.1.1 for the iPhone.

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